Issue 1, 2007
From the journal:

New Journal of Chemistry

Substitution of allylic acetates with sodium para-toluenesulfinate in aqueous media using allylpalladium chloride dimer and a water-soluble ligand as the catalytic system; electrospray ionisation mass spectrometry analysis†

Carole Chevrin,a   Jean Le Bras,a   Anna Roglans,b   Dominique Harakata  and  Jacques Muzart*a  

* Corresponding authors

a Unité Mixte de Recherche 6519 “Réactions Sélectives et Applications”, Boîte no 44, CNRS-Université de Reims Champagne-Ardenne, BP 1039, France
E-mail: jacques.muzart@univ-reims.fr
Fax: +33 3-2691-3166
Tel: +33 3-2691-3237

b Department of Chemistry, Universitat de Girona, Campus de Montilivi, Spain

Abstract

The allylic substitution of allylic acetates by sodium para-toluenesulfinate in aqueous media was catalyzed by [(η3-allyl)PdCl]2 associated with [(HOCH2CH2NHCOCH2)2NCH2]2. High yields could be obtained but the recycling of the catalytic system proved to be weakly effective. ESI-MS analysis has led to the suggestion of a possible catalytic cycle involving a PdIV intermediate.

Graphical abstract: Substitution of allylic acetates with sodium para-toluenesulfinate in aqueous media using allylpalladium chloride dimer and a water-soluble ligand as the catalytic system; electrospray ionisation mass spectrometry analysis

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Article information

DOI
https://doi.org/10.1039/B613562E
Article type
Paper
Submitted
18 Sep 2006
Accepted
18 Oct 2006
First published
16 Nov 2006

New J. Chem., 2007,31, 121-126

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Substitution of allylic acetates with sodium para-toluenesulfinate in aqueous media using allylpalladium chloride dimer and a water-soluble ligand as the catalytic system; electrospray ionisation mass spectrometry analysis

C. Chevrin, J. Le Bras, A. Roglans, D. Harakat and J. Muzart, New J. Chem., 2007, 31, 121 DOI: 10.1039/B613562E

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